Which among following is a strongest base?

Which among following is a strongest base?
  1. Benzenamine
  2. Phenylmethanamine
  3. N, N-Dimethylbenzenamine
  4. N-Methylbenzenamine

Solution


In arylamines, the $-\mathrm{NH}_2$ group is attached directly to an aromatic ring. The lone pair of electrons on nitrogen is conjugated to the aromatic ring and is less available for protonation. In phenylmethanamine (aliphatic amine), lone pair of electrons on nitrogen is available for protonation. Hence, phenylmethanamine is the strongest base among the given amines.

Asked in: MHT CET 2024 (15 May Shift 2)

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